Family Friendly Villa Collection

Family Friendly Villa Collection

We want to make your family villa vacation as comfortable as possible. Our villa specialists have handpicked properties that are particularly accommodating for families with young children. They can offer detailed insights into each property, including specifics about swimming pool depth, secure fencing, and other child-friendly features like playgrounds, kid’s clubs, and babysitting services. We can help you find the perfect family-friendly property for your vacation.

Situated on a hillside, Lataniers Villa has a great view of St. Jean Bay and the surrounding island greenery. Guests of this home will enjoy lots of little perks, like ...
Beautiful views from Lataniers Villa
2 BR rate.

Lataniers Villa

3 Bedrooms
2 Bathrooms
Saint Jean, St. Barts
  • Pool
  • AC
Details
There is no mistaking that you are on island time when you step foot in Hurakan Villa. Each room has large, wooden beam cathedral ceilings that give the rooms their ...
Perched on the hillside of Colombier - Hurakan provides beautiful views of Gustavia Harbour
1, 2 BR rates.

Hurakan Villa

3 Bedrooms
3 Bathrooms
Colombier, St. Barts
  • AC
Details
Turks and Caicos is well-known as one of the best areas in the Caribbean for beach lovers, and the Venetian Resort will put you right on one of the finest ...
The Venetian photo
1, 2 BR rates.
Specials.

The Venetian

3 Bedrooms
3+ Bathrooms
Grace Bay, Turks and Caicos
  • Beachfront
  • AC
  • Resort Villa
Details
Latitude Villa is an excellent choice for three couples. Two bedrooms are upstairs and one is downstairs, so everyone will feel like they have their own space. None of the ...
Latitude Villa photo

Latitude Villa

3 Bedrooms
3 Bathrooms
Barbados
  • Beachfront
  • Pool
  • AC
Details
Anakao Villa, located in the Saint Jean area, is ideally located for those seeking the ultimate in peace and quiet. Perched on a hillside overlooking tropical plants and other villas, ...
Anakao Villa is located in St. Jean just minutes from St. Jean Beach
1, 2 BR rates.

Anakao Villa

3 Bedrooms
2 Bathrooms
Saint Jean, St. Barts
  • Pool
  • AC
Details
Coco villa has an outdoor living area with comfy furnishings and ocean views. The infinity pool has a plateau where you can enjoy an afternoon cocktail, and there’s no ...
Coco Villa sits above Lorient Bay Beach looking toward St. Jean

Coco Villa

3 Bedrooms
3 Bathrooms
Lorient, St. Barts
  • Pool
  • AC
Details
Just 2 minutes away from one of St. Martin's nicest beaches, Les Zephyrs is a private, 3-bedroom villa that comes with all the space and privacy you need during your Caribbean ...
Les Zephyrs Villa in Terres Basses
2 BR rate.
Specials.

Les Zephyrs Villa

3 Bedrooms
3 Bathrooms
Terres Basses (French side), St. Martin
  • Pool
  • AC
Details
Dream Come True Villa delivers not only privacy, but magnificent ocean views. Just steps above Devers Bay, this three-bedroom villa is ideal for couples or families who want to step ...
A Dream Come True Villa has amazing ocean views and a fun pool area
1, 2 BR rates.

Dream Come True Villa

3 Bedrooms
3+ Bathrooms
Devers Bay, St. John
  • Beachfront
  • AC
Details
If you want a Caribbean escape with Secret Garden vibes, check out Kessi Villa. Its surrounded by gorgeous gardens and perched on the hilltop, so it feels super private and ...
Kessi Villa photo
2 BR rate.

Kessi Villa

3 Bedrooms
3 Bathrooms
Cap Estate, St. Lucia
  • Pool
  • AC
Details
Tainos Villa enjoys some of the best views on the island from its location in Pointe Milou. Everything is open to allow for uninhibited scenes, and the unique multi-level pool ...
Tainos Villa located in Pointe Milou
2 BR rate.

Tainos

3 Bedrooms
3 Bathrooms
Pointe Milou, St. Barts
  • Pool
  • AC
Details
Ti Moun Villa has one of the best locations in St. Barts! Situated on a hillside in Lurin, this villa enjoys some of the best ocean views possible, so don't ...
Ti Moun Villa sits on a hillside just above Gustavia Harbor
2 BR rate.

Ti Moun Villa

3 Bedrooms
3 Bathrooms
Lurin, St. Barts
  • AC
Details
Crowsnest at Coral Cove is designed for those who want to relax by one of the island's most beautiful beaches. Located on Paynes Bay, there are endless activities to enjoy: ...
Coral Cove complex

Coral Cove #14 - Crows Nest

3 Bedrooms
3 Bathrooms
Barbados
  • Beachfront
  • AC
  • Resort Villa
Details
Sapphire Beach #209 is a modern and comfortable 3-bedroom condo located on the second floor of the Sapphire Beach condo community. Dover Beach is right outside, and from the spacious patio ...
The pool and view of the ocean from Sapphire Beach

Sapphire Beach #209

3 Bedrooms
3 Bathrooms
Barbados
  • Beachfront
  • AC
  • Resort Villa
Details
With 3 bedrooms and 3 bathrooms, Sapphire Beach #205 is a great rental for couples or friends traveling together. This oceanfront apartment has lots of updates, including a modern kitchen and cable TV. ...
Sapphire Beach #205 photo
2 BR rate.

Sapphire Beach #205

3 Bedrooms
3 Bathrooms
Barbados
  • Beachfront
  • AC
  • Resort Villa
Details
Your next holiday should help you unwind like never before, and at Les Amis du Vent Villa, you will find the perfect atmosphere to ensure relaxation at every turn. Whether ...
Les Amis du Vent Villa is located near Anse de Marigot overlooking the Caribbean
1, 2 BR rates.

Les Amis du Vent Villa

3 Bedrooms
6 Bathrooms
Mont Jean, St. Barts
  • Pool
  • AC
Details
This gorgeous property is a mini paradise of luxury and relaxation. This home has an airy and dreamy feel, with completely white walls and high, white wooden beam ceilings. Two ...
Greystone Villa is located in Terres Basses and it is just a short drive to Baie Rouge Beach
2 BR rate.
Specials.

Greystone

3 Bedrooms
3 Bathrooms
Terres Basses (French side), St. Martin
  • Pool
  • AC
Details
There are few things quite as fun as a vacation with friends, and Ocean View Villa has the perfect design for a couples’ getaway. A sweeping view of the ocean ...
Ocean View sits on a neighborhood hillside overlooking Orient Bay and to Tintamarre and St. Barth
Specials.

Ocean View Villa

3 Bedrooms
3+ Bathrooms
Orient Bay (French side), St. Martin
  • Near Beach
  • Pool
  • AC
Details
Simple elegance is at your fingertips when you reserve space at Palisades in Barbados. The fully air-conditioned unit, #6A, can provide you an unpretentious holiday with every possible desired amenity. ...
Palisades 6A is located near Freight's Bay in Barbados

Palisades 6A

3 Bedrooms
3+ Bathrooms
Barbados
  • Near Beach
  • Pool
  • AC
Details
This modern, three bedroom home has a chic and sleek design. All of the rooms have large, wall size windows allowing every guest to have the perfect view. The deck ...
Upside Villa is perched over Pointe Milou overlooking Lorient Bay and out to St. Martin
1, 2 BR rates.

Upside Villa

3 Bedrooms
3 Bathrooms
Pointe Milou, St. Barts
  • AC
Details
Luxury, beauty, and a walk on the wild side of Grand Fond await when you reserve La Roche Dans L'eau Villa. The name literally translates to "A Rock in the ...
A beautiful beach entry pool at La Roche dans l’Eau
2 BR rate.

La Roche Dans L'Eau Villa

3 Bedrooms
3 Bathrooms
Grand Fond, St. Barts
  • Pool
  • AC
Details
The best thing about Soleil Villa is the location. You get a stunning view of Trunk Bay, and you can follow a steep path down the hill to get to ...
Infinity edge pool with amazing views of Trunk Bay Beach at Soleil villa
2 BR rate.

Soleil Villa

3 Bedrooms
2 Bathrooms
Tortola, BVI, British Virgin Islands
  • Near Beach
  • Pool
  • AC
Details
Overlooking the Gustavia Harbor, Suite Harbour Villa is perfect for taking in all the excitement of St. Bart's without having to sacrifice lavish surroundings or privacy. This spacious three-bedroom, two-bathroom ...
Suite Harbour Apartment is located in in the center of the action at Gustavia Harbor
1, 2 BR rates.

Suite Harbour Villa

3 Bedrooms
2 Bathrooms
Gustavia, St. Barts
  • Near Beach
  • AC
Details
This spacious apartment is all on one floor and offers great views of the beautiful blue water outside. It has three bedrooms: one with a king-size bed, one with a ...
The balcony at Coral Cove # 8 has a hot tub!

Coral Cove #8

3 Bedrooms
3 Bathrooms
Barbados
  • Beachfront
  • AC
Details
Palm Beach Villa 110 is a great way to escape to the island of Barbados without having to break the bank or sacrifice any luxuries or amenities. The ample size living ...
Palm Beach Complex in Barbados

Palm Beach Villa 110

3 Bedrooms
3 Bathrooms
Barbados
  • Beachfront
  • Pool
  • AC
Details
The villas at Shore Pointe are white with blue tile roofs, which gives them the feel of a tiny island retreat. Luna is sleek and cool, with three amply sized ...
Luna Villa is located in the Shore Point complex near La Semanna
1, 2 BR rates.
Specials.

Luna Villa

3 Bedrooms
4+ Bathrooms
Cupecoy (Dutch side), St. Martin
  • Near Beach
  • Pool
  • AC
Details
When you stay in Coral Cove #5, you can take in an incredible view without leaving your bed! Grab a quick breakfast in the modern kitchen and head down to the ...
Coral Cove #5 - Shutters photo

Coral Cove #5 - Shutters

3 Bedrooms
3 Bathrooms
Barbados
  • Beachfront
  • AC
Details
This three bedroom apartment is spread out over two levels, so you can enjoy privacy without sacrificing the amenities and ease of a resort villa. The huge balcony spans the ...
The Schooner Bay complex pool
1, 2 BR rates.

Schooner Bay #306

3 Bedrooms
3 Bathrooms
Barbados
  • Beachfront
  • AC
  • Resort Villa
Details
Portico 1 is super modern and fully equipped for a luxury vacation. You and your guests can spend time soaking in the heated lap pool, enjoying a cocktail from the fully ...
Portico 1 has a beautiful ocean view terrace

Portico 1

3 Bedrooms
3 Bathrooms
Barbados
  • Near Beach
  • Pool
  • AC
  • Resort Villa
Details
Topaze Villa is the perfect place to make lasting memories of your trip to St. Martin. The outdoor furniture lights up, which is a fun touch to the pool deck, ...
Topaze Villa is located on a hillside above Orient Bay
Specials.

Topaze Villa

3 Bedrooms
3 Bathrooms
Orient Bay (French side), St. Martin
  • Pool
  • AC
Details
Iris Villa is a retro, modern home designed in a black and white motif. The living room has comfy and contemporary style furnishings while one entire wall is a glass ...
Iris Villa is located in Grad Cul de Sac
1, 2 BR rates.

Iris

3 Bedrooms
3 Bathrooms
Grand Cul de Sac, St. Barts
  • Pool
  • AC
Details
With the beach as your backyard, you can't go wrong at Lo D'Amour. The water comes right up to the bottom deck, and the bedrooms are all spread out for ...
A secluded stretch of Marigot Beach is located just in front of Lo D'Amour Villa
1, 2 BR rates.

Lo D'Amour Villa

3 Bedrooms
3+ Bathrooms
Marigot, St. Barts
  • Beachfront
  • AC
Details
With three large bedrooms, a backyard garden, a private pool, and beach access, Jasmine Villa is a fantastic option for any group of six. You have everything you need here, ...
The plunge pool at Jasmine Villa is a great place to unwind and take a refreshing dip

Jasmine Villa

3 Bedrooms
3 Bathrooms
Barbados
  • AC
Details
Bahari Villa is a part of the Shore Pointe village on Cupecoy Beach and is a perfect destination for the group that wants immediate beach access and nearby restaurants, shops, ...
Bahari Villa photo
Specials.

Bahari Villa

3 Bedrooms
3 Bathrooms
Cupecoy (Dutch side), St. Martin
  • Beachfront
  • Pool
  • AC
Details
This property is great for a family vacation or couples' getaway. One of the three bedrooms can be made up with king-sized beds or twin beds, and Sapphire Beach has ...
Sapphire Beach Complex

Sapphire Beach #517

3 Bedrooms
3 Bathrooms
Barbados
  • Beachfront
  • Pool
  • AC
  • Resort Villa
Details
If you're looking for a rental that is as open and airy as it is luxurious, Lune Villa is it. This is a 3-bedroom house that can accommodate up to ...
Lune villa has amazing ocean views from the pool area
2 BR rate.

Lune Villa

3 Bedrooms
3 Bathrooms
Tortola, BVI, British Virgin Islands
  • Near Beach
  • Pool
  • AC
Details
This is a well-loved villa. Guests love the charming decor and location, which is within minutes of Lorient Beach in a low-traffic area.
Villa Festiva is located in Pointe Milou overlooking Lorient Bay
2 BR rate.

Festiva Villa

3 Bedrooms
3 Bathrooms
Pointe Milou, St. Barts
  • Pool
  • AC
Details
If you're looking for luxury and affordability at one of the world's greatest beaches, then quit searching because Shoal Bay East's Dreamcatcher Villa is it. It boasts 3 bedrooms/3.5 baths, an ...
Dreamcatcher Villa is located less than a mile from Shoal Bay Beach
1, 2 BR rates.

Dreamcatcher Villa

3 Bedrooms
3+ Bathrooms
Anguilla
  • Pool
  • AC
Details
Marbella offers handicap-accessible living high on a St. John hillside. Everything is on one level, which is rare for the island, and there are two king suites with equal amenities ...
Marbella Villa sits on a hillside in Virgin Grand Estates
2 BR rate.

Marbella Villa

3 Bedrooms
3 Bathrooms
Virgin Grand Estates, St. John
  • Pool
  • AC
Details
Perched high above Toiny, Enzuma is a true haven for families who want tons of privacy, comfort, and a sweeping view of the sea. I love this villa's simple luxury ...
Enzuma sits on the hillside above Toiny with amazing views of Toiny Bay
1, 2 BR rates.

Enzuma Villa

3 Bedrooms
2+ Bathrooms
Toiny, St. Barts
  • Pool
  • AC
Details
This villa has one of the coolest views on St. John - you can see the ocean, the western side of the island, and St. Thomas all from your pool ...
Exotic View is located on the south shore of St. John near Great Cruz Bay
1, 2 BR rates.

Exotic View Villa

3 Bedrooms
3+ Bathrooms
Great Cruz Bay, St. John
  • Pool
  • AC
Details
This villa is great for active groups of travelers, because there's easy access to water sports and hiking trails near the villa. This side of the island is a favorite ...
Cote Sauvage is located in Grand Fond close to Toiny
1, 2 BR rates.

Cote Sauvage Villa

3 Bedrooms
3 Bathrooms
Grand Fond, St. Barts
  • Pool
  • AC
Details
Hawksbill Beach House is perfect for family trips. Your kids can hop between the pool and the ocean under your watch thanks to the fully screened beachside patio. There's kayaks ...
Hawksbill Beach House has a private beachfront pool
2 BR rate.

Hawksbill Beach House

3 Bedrooms
3 Bathrooms
Grace Bay, Turks and Caicos
  • Beachfront
  • Pool
  • AC
Details
Galena enjoys classic Caribbean decor, a huge pool, and members-only service at Sandy Lane Beach Club. The sundeck is big enough for everyone to lounge or dine around, and Sandy ...
Pool at Galena villa surrounded by lush tropical gardens

Galena

3 Bedrooms
3+ Bathrooms
Barbados
  • Pool
  • AC
Details
This villa is super conveniently located, just a few minutes from town and the beach. I love the villa's simple and open set-up, and the pool is simply beautiful.
Patio deck and pool at Villa Indyana

Indyana

2 Bedrooms
2+ Bathrooms
Lurin, St. Barts
  • Pool
  • AC
Details
This villa is only a 30 second walk up to the beach, which has plenty of beach chairs and umbrellas for lounging all day in the sun. The sand is feather ...
Beads Bay Beachside Villa 2 is in the Meads Bay Villas

Meads Bay Beachside 2

2 Bedrooms
2+ Bathrooms
Anguilla
  • Near Beach
  • AC
Details
This villa has everything you could want on a romantic vacation, and balances privacy and comfort. You'll have your own pool just steps away from the beautiful Meads Bay Beach, ...
Beads Bay Beachside Villa 3 is in the Meads Bay Villas
1 BR rate.

Meads Bay Beachside 3

2 Bedrooms
2+ Bathrooms
Anguilla
  • Near Beach
  • Pool
  • AC
Details
There's nothing better than waking up to your own beach! Sailrock Resort's Beach Front Villa puts you right on the sea, with two private bedrooms and a modern Great Room ...
Enjoy endless ocean views from the patio at Sailrock Resort Beach Fron Villa 2 bedroom

Sailrock Resort Beach Front Villa Premier

2 Bedrooms
2 Bathrooms
South Caicos, Turks and Caicos
  • Beachfront
  • Pool
  • AC
  • Resort Villa
Details
This vacation rental is perfect if you’re looking for a cozy, simple, beachfront property. It has 24-hour security and a short walk between the beach and the complex for ...
Great views of the ocean from Sapphire Beach 104

Sapphire Beach #104

2 Bedrooms
2 Bathrooms
Barbados
  • Beachfront
  • AC
  • Resort Villa
Details
Golden View is aptly named - the ocean backdrop belongs on a postcard! The villa's design maximizes the view, from the huge sliding glass doors in the common area to ...
Golden View Villa sits above Toiny Bay on the Vitet hillside
1 BR rate.

Golden View

2 Bedrooms
2 Bathrooms
Vitet, St. Barts
  • Pool
  • AC
Details
Your friends and family will love this beachfront rental on Meads Bay. It combines two units into one villa, so you get double the amenities, double the master suites, and ...
Tranquility Beach - Two Bedroom Beachfront Villa is located on Meads Bay Beach
Specials.

Tranquility Beach - Beachfront 2 Bedroom

2 Bedrooms
2 Bathrooms
Anguilla
  • Beachfront
  • AC
  • Resort Villa
Details
Your friends and family will love staying in this Meads Bay villa. It combines two units into one, so everyone gets a luxurious master suite and ensuite bathroom. One suite ...
Tranquility Beach Anguilla is located on Meads Bay Beach
Specials.

Tranquility Beach - 2 Bedroom

2 Bedrooms
2 Bathrooms
Anguilla
  • Beachfront
  • AC
  • Resort Villa
Details
This villa is a dream come true for kiteboarders and watersport lovers. It’s right on the beach with direct ocean access in Provo’s most popular water sport district. ...
Beach Enclave Long Bay is located on the southeastern edge of Providenciales

BE - 2 Bedroom Beach Front at Long Bay

2 Bedrooms
2+ Bathrooms
Long Bay, Turks and Caicos
  • Beachfront
  • Pool
  • AC
  • Resort Villa
Details
Beach Enclave is the place to stay if you want to be on the beach, near water sports, and secluded from the crowds. This villa rests on Long Bay near ...
Beach Enclave Long Bay is located on the southeastern edge of Providenciales

BE - 2 Bedroom Beach Front at Long Bay

2 Bedrooms
2+ Bathrooms
Long Bay, Turks and Caicos
  • Beachfront
  • Pool
  • AC
  • Resort Villa
Details
Just a few steps from Dawn Beach on the Dutch side of St. Martin is Beach House Younes. This 2-bedroom villa is cozy and comfortable, yet still very private for ...
Beach House Younes photo
1 BR rate.
Specials.

Beach House Younes

2 Bedrooms
2+ Bathrooms
Dawn Beach (Dutch side), St. Martin
  • Near Beach
  • Pool
  • AC
Details
Two bedrooms make Sea Breeze Villa perfect for couples traveling together or families with children. The rooms are separated by the living area, allowing for maximum privacy.If you want ...
Sea Breeze Villa is located right on lorient Beach
1 BR rate.

Sea Breeze

2 Bedrooms
2 Bathrooms
Lorient, St. Barts
  • Near Beach
  • Pool
  • AC
Details
Sunrock is a nice villa for a small family. The two air-conditioned bedrooms located just off the living room share a bath with a bathtub. In addition, there's a pool ...
Cocktails on the covered patio or a dip in the infinity pool are both great options at Sunrock Villa
1 BR rate.

Sunrock Villa

2 Bedrooms
2 Bathrooms
Colombier, St. Barts
  • Pool
  • AC
Details
La Niña is very inviting, with a convenient location perfect for exploring the island. We were able to easily get to different locales, and had a great day trip ...
La Nina is a villa oasis located in the heart of Terres Basses
1 BR rate.
Specials.

La Nina

2 Bedrooms
2 Bathrooms
Terres Basses (French side), St. Martin
  • Pool
  • AC
Details
Triagoz villa is an airy and open villa that offers room for a family with young children or for two couples to stay at. It's only a short walk to ...
Triagoz Villa is located near the Flamands Bay Beach

Triagoz

2 Bedrooms
2 Bathrooms
Flamands, St. Barts
  • Near Beach
  • Pool
  • AC
Details
If you want your own beach villa but still want the convenience of a front desk and concierge, beautiful Meads Bay Villa Resort is the perfect spot for you. This ...
Beads Bay Beachside Villa 1 is in the Meads Bay Villas

Meads Bay Beachside 1

2 Bedrooms
2+ Bathrooms
Anguilla
  • Near Beach
  • Pool
  • AC
Details
This very modern villa comes with contemporary furnishings and is great for a family with young children or two couples. It comes with views of the ocean and has partial ...
Les Embruns Villa photo
1 BR rate.

Les Embruns Villa

2 Bedrooms
2 Bathrooms
Flamands, St. Barts
  • Near Beach
  • Pool
  • AC
Details